明日叶中4-羟基德里辛和黄色当归醇的提取纯化及鉴定
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摘要
明日叶是一种药食两用的绿色蔬菜,极具开发价值。本文以明日叶为原料,首先通过单因素以及正交试验,优化了明日叶中4-羟基德里辛(4-HD)和黄色当归醇(XAG)的提取工艺参数。其次采用乙酸乙酯萃取、硅胶柱层析以及半制备液相相结合的方法对粗提液中的4-HD和XAG进行分离纯化,并对纯化物的结构及纯度进行分析。结果表明:最佳提取条件为:提取2次、提取溶剂80%乙醇、提取温度55℃、提取时间90 min、料液比1∶10。此时,4-HD得率为1.82 mg/g,XAG得率为2.12 mg/g。HPLC-MS及NMR分析结果表明:纯化得到的两种物质正是4-HD和XAG,纯度分别为99.08%和98.92%。
Angelica keiskei is a kind of high nutritional vegetable used as both food and medicine.In this study,single factor experiment and orthogonality test were developed to optimize the extraction process of 4-hydroxyderricin(4-HD) and xanthoangelol(XAG),from Angelica keiskei.The optimized extraction conditions were as follows:times of extraction,2 times;extract solvent,80% ethanol;extraction temperature,55 ℃;extraction time,90 min;ratio of solid to liquid,1 ∶10.Under these optimized conditions,the extraction yield of 4-HD and XAG were 1.82 mg/g and 2.12 mg/g,respectively. Further,isolation and purification of 4-HD and XAG by silica gel column and semi-preparative C18 column was also described,and then the structures and purities were identified by HPLC-MS and NMR. Results showed that 4-HD at 99.08% purity and XAG at 98.92% purity were obtained.
Angelica keiskei is a kind of high nutritional vegetable used as both food and medicine.In this study,single factor experiment and orthogonality test were developed to optimize the extraction process of 4-hydroxyderricin(4-HD) and xanthoangelol(XAG),from Angelica keiskei.The optimized extraction conditions were as follows:times of extraction,2 times;extract solvent,80% ethanol;extraction temperature,55 ℃;extraction time,90 min;ratio of solid to liquid,1 ∶10.Under these optimized conditions,the extraction yield of 4-HD and XAG were 1.82 mg/g and 2.12 mg/g,respectively. Further,isolation and purification of 4-HD and XAG by silica gel column and semi-preparative C18 column was also described,and then the structures and purities were identified by HPLC-MS and NMR. Results showed that 4-HD at 99.08% purity and XAG at 98.92% purity were obtained.
引文
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[13] KAWABATA K,SAWADA K,IKEDA K,et al. Prenylated chalcones 4‐hydroxyderricin and xanthoangelol stimulate glucose uptake in skeletal muscle cells by inducing GLUT4 translocation[J]. Molecular Nutrition&Food Research,2011,55(3):467-475.
[14] BABA K,NAKATA K,TANIGUCHI M,et al. Chalcones from angelica keiskei[J]. Phytochemistry,1990,29(12):3907-3910.
[15] LI L,ALDINI G,CARINI M,et al. Characterisation,extraction efficiency,stability and antioxidant activity of phytonutrients in angelica keiskei[J]. Food Chemistry,2009,115(1):227-232.
[16] TENG Jingtong,ZHAN Xiaolong,GONG Kun,et al. Extraction of water-solubleβ-carotene from carrots by enzymatic hydrolysis[J]. Journal of Food Science and Biotechnology,2015,34(7):744-750.(in Chinese)
[2] CHEN Xinhua,NING Hongzhen,GUAN Weijun,et al. Study on nutrients and bio-active substance chalcone detection in angelica keiskei[J]. Science and Technology of Food Industry,2014,35(15):365-368.(in Chinese)
[3] AKIHISA T,TOKUDA H,UKIYA M,et al. Chalcones,coumarins,and flavanones from the exudate of angelica keiskei and their chemopreventive effects[J]. Cancer Letters, 2003,201(2):133-137.
[4] LIU Chang,WANG Zhengwu,WU Jinhong. Advancement and application of medicinal and edible plant angelica keiskei[J].Food and Drug,2013,15(3):205-209.(in Chinese)
[5]张志年.一种明日叶茶的制作方法[P].中国专利:CN103719490A,2014-04-16.
[6]王正武,陈琴芳,李永福,等.明日叶黄酮保健酒及其制备方法[P].中国专利:CN103468506A,2013-12-15.
[7]刘芳圃.喷雾干燥明日叶固体饮料加工工艺及其制备方法[P].中国专利:CN 103494302 A,2014-01-08.
[8]王正武,郑晓艳,陈琴芳,等.明日叶混合软胶囊及其制备方法[P].中国专利:CN103750318A,2014-04-03.
[9]王正武,吴金鸿,杨春梅.明日叶保健咀嚼片及其制备方法[P].中国专利:CN102326776A,2012-01-25.
[10]鲍光泉.一种明日叶营养保健面粉及其制备方法[P].中国专利:CN104187320A,2014-12-10.
[11]王正武,郑晓艳,吴金鸿,等.明日叶/无籽刺梨复合保健黑番茄酱及其制备方法[P].中国专利:201410482833.6,2015-01-07.
[12] KIM D W,CURTIS-LONG M J,Yuk H J,et al. Quantitative analysis of phenolic metabolites from different parts of angelica keiskei by HPLC-ESI MS/MS and their xanthine oxidase inhibition[J]. Food Chemistry,2014,153:20-27.
[13] KAWABATA K,SAWADA K,IKEDA K,et al. Prenylated chalcones 4‐hydroxyderricin and xanthoangelol stimulate glucose uptake in skeletal muscle cells by inducing GLUT4 translocation[J]. Molecular Nutrition&Food Research,2011,55(3):467-475.
[14] BABA K,NAKATA K,TANIGUCHI M,et al. Chalcones from angelica keiskei[J]. Phytochemistry,1990,29(12):3907-3910.
[15] LI L,ALDINI G,CARINI M,et al. Characterisation,extraction efficiency,stability and antioxidant activity of phytonutrients in angelica keiskei[J]. Food Chemistry,2009,115(1):227-232.
[16] TENG Jingtong,ZHAN Xiaolong,GONG Kun,et al. Extraction of water-solubleβ-carotene from carrots by enzymatic hydrolysis[J]. Journal of Food Science and Biotechnology,2015,34(7):744-750.(in Chinese)